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BIS(METHYLTHIO)GLIOTOXIN

CAS No.
74149-38-5
Chemical Name:
BIS(METHYLTHIO)GLIOTOXIN
Synonyms
FR-49175;BIS(METHYLTHIO)GLIOTOXIN;Bis(methylthio)gliotoxin (FR-49175);bis-dethio-bis(methylthio)gliotoxin;gliotoxin, bis-dethio-bis(methylthio)-;2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;(3R)-2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3α,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)-
CBNumber:
CB1288191
Molecular Formula:
C15H20N2O4S2
Molecular Weight:
356.46
MDL Number:
MFCD00133146
MOL File:
74149-38-5.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:57

BIS(METHYLTHIO)GLIOTOXIN Properties

Boiling point 669.6±55.0 °C(Predicted)
Density 1.49±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility Chloroform (Slightly), Methanol (Slightly)
form White solid.
pka 12.69±0.60(Predicted)
color Off-White to Yellow

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264b-P270-P271-P280-P302+P352-P304+P340-P312-P330-P363-P403-P501c
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36
RIDADR  1544
HazardClass  6.1(b)
PackingGroup  III
NFPA 704
0
3 0

BIS(METHYLTHIO)GLIOTOXIN price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J67499 Bis(methylthio)gliotoxin, 99% 74149-38-5 1mg $290 2023-06-20 Buy
Cayman Chemical 26271 Bis(methylthio)gliotoxin ≥95% 74149-38-5 500μg $86 2024-03-01 Buy
Cayman Chemical 26271 Bis(methylthio)gliotoxin ≥95% 74149-38-5 1mg $161 2024-03-01 Buy
TRC B485948 Bis(methylthio)gliotoxin(FR-49175) 74149-38-5 1mg $215 2021-12-16 Buy
TRC B485948 Bis(methylthio)gliotoxin(FR-49175) 74149-38-5 2.5mg $525 2021-12-16 Buy
Product number Packaging Price Buy
J67499 1mg $290 Buy
26271 500μg $86 Buy
26271 1mg $161 Buy
B485948 1mg $215 Buy
B485948 2.5mg $525 Buy

BIS(METHYLTHIO)GLIOTOXIN Chemical Properties,Uses,Production

Description

Bis(methylthio)gliotoxin is a fungal metabolite originally isolated from G. deliquescens that has diverse biological activities. It inhibits PAF- and collagen-induced platelet aggregation in rabbit platelet-rich plasma (IC50s = 8.4 and 84.2 μM, respectively) but has no effect on arachidonic acid- or ADP-induced platelet aggregation (IC50s = >400 μM). Bis(methylthio)gliotoxin inhibits growth of HCT116 colon cancer cells (IC50 = 23.56 μM). It inhibits PAF-induced bronchoconstriction in guinea pigs when administered at a dose of 0.1 mg/kg and is less toxic to mice (LD50 = >500 mg/kg) than gliotoxin . Bis(methylthio)gliotoxin has been used as a serum biomarker in patients infected with invasive aspergillosis.

Uses

Bis(methylthio)gliotoxin (FR-49175) is an antiphagocytic metabolite.

Enzyme inhibitor

This naturally occurring indole derivative (FW = 356.47 g/mol; CAS 74149- 38-5), also known as bis(methylthio)gliotoxin and dimethylgliotoxin, is a platelet-acivating factor (PAF) antagonist that inhibits PAF-induced platelet aggregation. The parent compound, gliotoxin is a dual inhibitor of famesyltransferase and geranylgeranyl-transferase. Bisdethiobis(methylthio)gliotoxin is a minor metabolite of Gliocladium deliquescens, Radiocarbon tracer experiments showed it is formed, apparently irreversibly, from gliotoxin. It has also been synthesized from gliotoxin by reduction and methylation. Bisdethio-bis(methylthio)gliotoxin also binds Cu+ and Ag+ ions.

BIS(METHYLTHIO)GLIOTOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

BIS(METHYLTHIO)GLIOTOXIN Suppliers

Global( 29)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
BioBioPha Co., Ltd. 0871-65217109 13211707573; y.liu@mail.biobiopha.com China 5654 65
ALB Technology Limited 702-983-3769 sales@albtechnology.com United States 2993 55
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Shanghai YuanYe Biotechnology Co., Ltd. 021-61312847; 18021002903 3008007409@qq.com China 27322 60
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
Shanghai Bohu Biotechnology Co., LTD 021-57763112 13585886131 3004987436@qq.com China 9694 58
gliotoxin, bis-dethio-bis(methylthio)- (3R)-2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3α,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione 2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione Bis(methylthio)gliotoxin (FR-49175) BIS(METHYLTHIO)GLIOTOXIN FR-49175 bis-dethio-bis(methylthio)gliotoxin Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)- 74149-38-5 C15H20N2O4S2